Regional Account Executive, Pennsylvania

Flai
•$150,000 - $250,000•Remote

About The Position

Flai is hiring a Regional Account Executive to build and grow its go-to-market presence across Pennsylvania. This outside-sales role is remote and involves spending 80% of the time in the field, regularly meeting dealerships throughout the state and traveling across the territory. The Regional Account Executive will develop the territory strategy, build the prospecting motion, establish an in-person presence, and drive revenue. The role works directly with Flai’s founders and helps shape how the company sells to the dealership market.

Requirements

  • Experience owning and closing deals from prospecting through signature in a high-velocity or high-stakes environment.
  • Direct experience selling to dealerships or working inside a dealership, with an understanding of dealership organizations and purchasing decisions.
  • Clear, persuasive, and confident communication when presenting in person or remotely.
  • Ability to understand dealer pain points and recommend an appropriate solution.
  • Willingness and ability to travel throughout Pennsylvania to meet customers and prospects.
  • Comfort with a fast-moving, high-growth environment.
  • Ability to maintain CRM hygiene, manage a clean pipeline, and follow structured, repeatable processes.
  • Self-directed, persistent, and motivated by ownership, with an outcome-focused approach that does not require extensive direction.

Responsibilities

  • Own the full sales cycle, from prospecting and booking meetings through pitching and closing dealerships and dealer groups across Pennsylvania.
  • Build and manage pipeline by mapping priority accounts, identifying decision-makers, and keeping opportunities organized and progressing.
  • Meet dealership leaders in person to build trust, understand their needs, and create momentum.
  • Shape the territory strategy, outreach approach, and field sales playbook alongside the founders.
  • Share market insights with Product and Leadership to influence the company’s direction as it scales.
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